2-Propenoic acid, 3-phenyl-, 2,2-dimethylpropyl ester, (E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-phenyl-, 2,2-dimethylpropyl ester, (E)-
• CAS No.: 138964-29-1
• Molecular Formula: C14H18O2
• Molecular Weight: 218.296
• Mol file: 138964-29-1.mol

Synonyms:(E)-3-Phenyl-acrylic acid 2,2-dimethyl-propyl ester;neopentyl (E)-cinnamate;

Chemical Property of 2-Propenoic acid, 3-phenyl-, 2,2-dimethylpropyl ester, (E)-

Chemical Property:

• PSA: 26.30000
• LogP: 3.28910

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propenoic acid, 3-phenyl-, 2,2-dimethylpropyl ester, (E)-

There total 7 articles about 2-Propenoic acid, 3-phenyl-, 2,2-dimethylpropyl ester, (E)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

neopentyl (2R*,3S*)-2-(tert-butyldimethylsilyl)-3-hydroxy-3-phenylpropionate (138964-18-8,138964-19-9) → 2,2-dimethylpropyl cinnamate (138964-29-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1039/P19920002813

Reference yield: 54.0%

benzyl alcohol (100-51-6,185532-71-2) + (triphenyl-λ5-phosphanylidene)acetic acid 2,2-dimethylpropyl ester (518300-02-2) → neopentyl dihydrocinnamate (28048-96-6) + benzaldehyde (100-52-7) + 2,2-dimethylpropyl cinnamate (138964-29-1)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3-bis-(diphenylphosphino)propane; caesium carbonate; In toluene; at 150 ℃; for 72h;

DOI:10.1002/anie.200290034

Reference yield: 54.0%

benzyl alcohol (100-51-6,185532-71-2) + (triphenyl-λ5-phosphanylidene)acetic acid 2,2-dimethylpropyl ester (518300-02-2) → neopentyl dihydrocinnamate (28048-96-6) + Benzyl 3-phenylpropionate (22767-96-0) + benzaldehyde (100-52-7) + 2,2-dimethylpropyl cinnamate (138964-29-1)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; caesium carbonate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; In toluene; at 150 ℃; for 72h;

DOI:10.1002/ejoc.200600070

upstream raw materials:

neopentyl (2R*,3S*)-2-(tert-butyldimethylsilyl)-3-hydroxy-3-phenylpropionate

4-phenyl-3,4-dihydro-1,5-benzodioxepin-2-ones

pivalaldehyde

benzyl alcohol

Refernces

• 1、 Edwards, Michael G.,Williams, Jonathan M.J.. "Catalytic electronic activation: Indirect "Wittig" reaction of alcohols". . p. 4740 - 4743. Retrieved 2007/10/03.
• 2、 Akai, Shuji,Tsuzuki, Yasunori,Matsuda, Satoshi,Kitagaki, Shinji,Kita, Yasuyuki. "Chemistry of Silylketenes: a Simple Preparation of α-Silyl-α-stannylacetic Esters and Their Stereoselective Reformatsky-type Reaction with Aldehydes or Aldimines". . p. 2813 - 2820. Retrieved 2007/10/02.